GB1062950A - Trimethine dyes - Google Patents
Trimethine dyesInfo
- Publication number
- GB1062950A GB1062950A GB51334/63A GB5133463A GB1062950A GB 1062950 A GB1062950 A GB 1062950A GB 51334/63 A GB51334/63 A GB 51334/63A GB 5133463 A GB5133463 A GB 5133463A GB 1062950 A GB1062950 A GB 1062950A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- benzoyl
- ethyl
- prepared
- iodide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
- C09B23/06—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups three >CH- groups, e.g. carbocyanines
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0664—Dyes
- G03G5/0666—Dyes containing a methine or polymethine group
- G03G5/0668—Dyes containing a methine or polymethine group containing only one methine or polymethine group
- G03G5/067—Dyes containing a methine or polymethine group containing only one methine or polymethine group containing hetero rings
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/09—Sensitisors or activators, e.g. dyestuffs
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Cosmetics (AREA)
- Coloring (AREA)
- Plural Heterocyclic Compounds (AREA)
- Photoreceptors In Electrophotography (AREA)
Abstract
Carbocyanine dyes comprise at least one benzimidazole nucleus having a 5- or 6-benzoyl substituent. Symmetrical dyes are prepared by reacting a 2-methyl-5- or 6-benzoyl-benzimidazolium salt with ethyl orthoformate. Unsymmetrical dyes are prepared by condensing the above salt with 2-phenylimino-ethylidene-3-ethyl-5-methyl (or 5,6-dimethyl)-2,3-dihydrobenzoxazole, 1,3 - diethyl - 2 - [b - (p - tolusulphanilido) - vinyl] - 5,6 - dichlorobenzimidazolium chloride or 2 - acetanilidovinyl - 3 - ethylthiazolinium iodide.ALSO:1,3 - Diethyl - 2 - methyl - 5 - benzoyl - benzimidazolium iodide is prepared by refluxing 3 - nitro - 4 - chloro - diphenylketone with ethylamine in aqueous ethanol to give 3-nitro-4-ethylamino-diphenylketone, reducing the nitro group to the corresponding amine, cyclizing the product with acetic acid and hydrochloric acid to give 1-ethyl-2-methyl-5-benzoyl-benzimidazole and quaternizing this with ethyl iodide.
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB51334/63A GB1062950A (en) | 1963-12-31 | 1963-12-31 | Trimethine dyes |
US337665A US3468661A (en) | 1963-12-31 | 1964-01-14 | Photographic material sensitized with a trimethine dye containing a benzoyl substituted benzimidazole nucleus |
DEG42415A DE1289423B (en) | 1963-12-31 | 1964-12-30 | Spectrally sensitized silver halide emulsion layer |
BE657733D BE657733A (en) | 1963-12-31 | 1964-12-30 | |
FR610A FR1427237A (en) | 1963-12-31 | 1964-12-31 | Methine dyes and their manufacturing processes |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB51334/63A GB1062950A (en) | 1963-12-31 | 1963-12-31 | Trimethine dyes |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1062950A true GB1062950A (en) | 1967-03-22 |
Family
ID=10459582
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB51334/63A Expired GB1062950A (en) | 1963-12-31 | 1963-12-31 | Trimethine dyes |
Country Status (5)
Country | Link |
---|---|
US (1) | US3468661A (en) |
BE (1) | BE657733A (en) |
DE (1) | DE1289423B (en) |
FR (1) | FR1427237A (en) |
GB (1) | GB1062950A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4221739A (en) * | 1973-07-26 | 1980-09-09 | Richter Gedeon Vegyeszeti Gyar R.T. | Amino-substituted nitrobenzophenone derivatives with alkyl, phenyl, phenyl alkyl or cycloalkyl amino-substituting groups |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3549362A (en) * | 1968-04-12 | 1970-12-22 | Eastman Kodak Co | Novel cyanine dyes for the sensitization of organic photoconductors |
US3542548A (en) * | 1968-04-12 | 1970-11-24 | Eastman Kodak Co | Novel cyanine dyes for the sensitization of organic photoconductors |
GB1282423A (en) * | 1968-12-16 | 1972-07-19 | Agfa Gevaert | Spectral sensitization of photoconductive compositions |
US3652289A (en) * | 1970-07-20 | 1972-03-28 | Eastman Kodak Co | Silver halide emulsions and elements comprising trimethine hemioxonal dyes |
DE2214054A1 (en) * | 1972-03-23 | 1973-09-27 | Agfa Gevaert Ag | SENSITIZED ELECTROPHOTOGRAPHIC LAYERS |
IT988269B (en) * | 1973-06-18 | 1975-04-10 | Minnesota Mining & Mfg | CYANINE DYES AND THEIR USE AS SPECTRAL SENSITIZERS IN DIRECT POSITIVE PHOTOGRAPHIC MATERIALS OF THE SPECTRALLY SENSITIZED HERSCHEL EFFECT TYPE |
US3932186A (en) * | 1974-01-02 | 1976-01-13 | Polaroid Corporation | Spectrally sensitized photographic silver halide emulsion |
US6288100B1 (en) * | 1995-06-06 | 2001-09-11 | American Home Products Corporation | Benzimidazole derivatives |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE595979A (en) * | 1959-10-13 |
-
1963
- 1963-12-31 GB GB51334/63A patent/GB1062950A/en not_active Expired
-
1964
- 1964-01-14 US US337665A patent/US3468661A/en not_active Expired - Lifetime
- 1964-12-30 BE BE657733D patent/BE657733A/xx unknown
- 1964-12-30 DE DEG42415A patent/DE1289423B/en active Pending
- 1964-12-31 FR FR610A patent/FR1427237A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4221739A (en) * | 1973-07-26 | 1980-09-09 | Richter Gedeon Vegyeszeti Gyar R.T. | Amino-substituted nitrobenzophenone derivatives with alkyl, phenyl, phenyl alkyl or cycloalkyl amino-substituting groups |
Also Published As
Publication number | Publication date |
---|---|
DE1289423B (en) | 1969-02-13 |
FR1427237A (en) | 1966-02-04 |
BE657733A (en) | 1965-04-16 |
US3468661A (en) | 1969-09-23 |
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